3-(3-氨基苯基)-1-(2-羟基苯基)丙-2-烯-1-酮 | 92552-67-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 3-(3-氨基苯基)-1-(2-羟基苯基)丙-2-烯-1-酮
• 英文名称: 2-Propen-1-one, 3-(3-aminophenyl)-1-(2-hydroxyphenyl)-
• 英文别名: 3-(3-aminophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one
• CAS: 92552-67-5
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: XCIGUFGBFPACBM-UHFFFAOYSA-N

物化性质

• 熔点：
  143-144 °C(Solv: methanol (67-56-1))
• 沸点：
  472.4±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-氨基苯基)-1-(2-羟基苯基)丙-2-烯-1-酮 在 双氧水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以98%的产率得到
  参考文献：
  名称：

  Pharmacophore model of the quercetin binding site of the SIRT6 protein

  摘要：

  SIRT6 is a histone deacetylase that has been proposed as a potential therapeutic target for metabolic disorders and the prevention of age-associated diseases. We have previously reported on the identification of quercetin and vitexin as SIRT6 inhibitors, and studied structurally related flavonoids including luteolin, kaempferol, apigenin and naringenin. It was determined that the SIRT6 protein remained active after immobilization and that a single frontal displacement could correctly predict the functional activity of the immobilized enzyme. The previous study generated a preliminary pharmacophore for the quercetin binding site on SIRT6, containing 3 hydrogen bond donors and one hydrogen bond acceptor. In this study, we have generated a refined pharmacophore with an additional twelve quercetin analogs. The resulting model had a positive linear behavior between the experimental elution time verses the fit values obtained from the model with a correlation coefficient of 0.8456. Published by Elsevier Inc.

  DOI：

  10.1016/j.jmgm.2014.01.004
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 3-氨基苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 3-(3-氨基苯基)-1-(2-羟基苯基)丙-2-烯-1-酮
  参考文献：
  名称：

  Pharmacophore model of the quercetin binding site of the SIRT6 protein

  摘要：

  SIRT6 is a histone deacetylase that has been proposed as a potential therapeutic target for metabolic disorders and the prevention of age-associated diseases. We have previously reported on the identification of quercetin and vitexin as SIRT6 inhibitors, and studied structurally related flavonoids including luteolin, kaempferol, apigenin and naringenin. It was determined that the SIRT6 protein remained active after immobilization and that a single frontal displacement could correctly predict the functional activity of the immobilized enzyme. The previous study generated a preliminary pharmacophore for the quercetin binding site on SIRT6, containing 3 hydrogen bond donors and one hydrogen bond acceptor. In this study, we have generated a refined pharmacophore with an additional twelve quercetin analogs. The resulting model had a positive linear behavior between the experimental elution time verses the fit values obtained from the model with a correlation coefficient of 0.8456. Published by Elsevier Inc.

  DOI：

  10.1016/j.jmgm.2014.01.004

文献信息

• Pharmacophore model of the quercetin binding site of the SIRT6 protein
  作者：S. Ravichandran、N. Singh、D. Donnelly、M. Migliore、P. Johnson、C. Fishwick、B.T. Luke、B. Martin、S. Maudsley、S.D. Fugmann、R. Moaddel

  DOI：10.1016/j.jmgm.2014.01.004

  日期：2014.4

  SIRT6 is a histone deacetylase that has been proposed as a potential therapeutic target for metabolic disorders and the prevention of age-associated diseases. We have previously reported on the identification of quercetin and vitexin as SIRT6 inhibitors, and studied structurally related flavonoids including luteolin, kaempferol, apigenin and naringenin. It was determined that the SIRT6 protein remained active after immobilization and that a single frontal displacement could correctly predict the functional activity of the immobilized enzyme. The previous study generated a preliminary pharmacophore for the quercetin binding site on SIRT6, containing 3 hydrogen bond donors and one hydrogen bond acceptor. In this study, we have generated a refined pharmacophore with an additional twelve quercetin analogs. The resulting model had a positive linear behavior between the experimental elution time verses the fit values obtained from the model with a correlation coefficient of 0.8456. Published by Elsevier Inc.